Across industries and functions, emotional intelligence is a critical skill required for individuals to function efficiently within teams. Emotional intelligence requires the application of various soft skills that can only be acquired and mastered through real-world experience (mistakes, failure, and reflection). With mistakes proving increasingly costly in continually evolving workplaces, we are faced with the challenge of providing people with safe and efficient spaces to acquire, develop and sustain these skills. We will highlight a unique approach that combines the power of true human intelligence with advances in Virtual Reality and Artificial Intelligence technology to unlock empathic potential in our workforces. In addition, we will discuss how learning in this subjective space can be measured to inform learning and ensure organizational readiness to tackle the future.